Amazing Race near Westwinds, Maryland

Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

Embark on a thrilling adventure in Annapolis! Unravel the city's rich history, from its days as the US capital to its vibrant present. Discover the tales of Princess Anne, Abraham Lincoln, and Duke Ellington. Marvel at the city's architectural wonders, learn about the oldest living people in Maryland, and even snap a selfie with your favorite statue. Uncover secrets of the past and solve riddles that will challenge your mind. This is Annapolis like you've never seen it before!

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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Westwinds

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Fun fun fun! great way to experience a new area!

Rhonda R.

Our family had a great time!

Christi C.

Image © Hey Darnold

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Puzzling Adventures Highlights

250+ Locations
Outdoor activity
Team building
Enriching
Photo Challenges
Informative
Kid friendly
Flat rate price
Accessible
No reservations
Exploration

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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directions

25 Northwest St., Annapolis, MD 21401

More Information

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Directory

Treasure Hunt

Baytowne Village Treasure Hunt Greenbriar Treasure Hunt Martins Cove Farm Treasure Hunt Admiral Heights Treasure Hunt Providence Historical Treasure Hunt Annapolis Treasure Hunt Wilelinor Estates Treasure Hunt Brice Manor Treasure Hunt Rundelac Farm Treasure Hunt Anchorage Treasure Hunt Bay View Heights Treasure Hunt Eastport Terrace Treasure Hunt Timber Creek Treasure Hunt West Annapolis Treasure Hunt Ferry Farms Treasure Hunt Heritage Treasure Hunt Weems Creek Treasure Hunt Bancroft Treasure Hunt Providence Cove Treasure Hunt Dorsey Heights Treasure Hunt Round View Treasure Hunt Tyler Heights Treasure Hunt Lands End Treasure Hunt Primrose Acres Treasure Hunt Indian Hills Treasure Hunt Riverview Manor Treasure Hunt Bywater Estates Treasure Hunt Dreams Landing Treasure Hunt Bloomsbury Square Treasure Hunt Browns Woods Villa Treasure Hunt Great Meadows Treasure Hunt Georgetown East Treasure Hunt Browns Woods Treasure Hunt Captains Choice Treasure Hunt Knightsbridge Treasure Hunt Severn Forest Treasure Hunt Elktonia Treasure Hunt Pendennis Mount Treasure Hunt Dulls Corner Treasure Hunt The Meadows Treasure Hunt Greenbriar Gardens Treasure Hunt Cedarwood Cove Treasure Hunt Bestgate Terrace Treasure Hunt New Point Treasure Hunt Parole Treasure Hunt Westwinds Treasure Hunt West Woods Treasure Hunt Robinwood Treasure Hunt Pines On Severn Treasure Hunt Eastport Treasure Hunt Winchester On The Severn Treasure Hunt Town Home Village Treasure Hunt Harness Woods Treasure Hunt Dellwood Treasure Hunt Old Annapolis Neck Treasure Hunt Beechwood On The Burley Treasure Hunt Keys Farm Treasure Hunt Victor Haven Treasure Hunt Market Quay Treasure Hunt Annapolis Roads Treasure Hunt Hillsmere Shores Treasure Hunt Forest Villa Treasure Hunt Lincoln Heights Treasure Hunt Bembe Beach Treasure Hunt Manresa Treasure Hunt Forest Meadows Treasure Hunt Watergate Village Treasure Hunt Severnside Treasure Hunt Wilshire Treasure Hunt Painters Hill Treasure Hunt Annapolis Overlook Treasure Hunt Bay Ridge Junction Treasure Hunt Harkness Creek Park Treasure Hunt Captains Walk Treasure Hunt The Village Treasure Hunt Hunt Meadows Treasure Hunt The Ridings Treasure Hunt Colony Hills Treasure Hunt Wetheridge Estates Treasure Hunt Loretta Heights Treasure Hunt Winchester Treasure Hunt Wardour Treasure Hunt Threemile Oak Corner Treasure Hunt Romar Estates Treasure Hunt Mariners Cove Treasure Hunt Colonial Manor Estates Treasure Hunt Wardour Bluffs Treasure Hunt Truxton Heights Treasure Hunt Mariners Point Treasure Hunt Sturbridge Treasure Hunt Gentry Treasure Hunt Hickory Hills Treasure Hunt The Courtyards Treasure Hunt Severn Grove Treasure Hunt Lindamoor On The Severn Treasure Hunt Hidden Point Treasure Hunt Homewood Treasure Hunt Luce Creek Treasure Hunt Naval Academy Treasure Hunt Eatons Landing Treasure Hunt

Walking Tour

Annapolis Roads Walking Tour Brice Manor Walking Tour Keys Farm Walking Tour Round View Walking Tour Forest Meadows Walking Tour Tyler Heights Walking Tour Sturbridge Walking Tour Browns Woods Villa Walking Tour Captains Walk Walking Tour Cedarwood Cove Walking Tour Painters Hill Walking Tour Westwinds Walking Tour Threemile Oak Corner Walking Tour Knightsbridge Walking Tour Wardour Bluffs Walking Tour Hidden Point Walking Tour Timber Creek Walking Tour Bembe Beach Walking Tour Lincoln Heights Walking Tour Severn Grove Walking Tour West Woods Walking Tour Victor Haven Walking Tour Beechwood On The Burley Walking Tour Rundelac Farm Walking Tour Colonial Manor Estates Walking Tour The Courtyards Walking Tour Mariners Cove Walking Tour The Village Walking Tour Bloomsbury Square Walking Tour Elktonia Walking Tour Hillsmere Shores Walking Tour Greenbriar Gardens Walking Tour Annapolis Overlook Walking Tour Winchester Walking Tour Admiral Heights Walking Tour Romar Estates Walking Tour Wilshire Walking Tour Winchester On The Severn Walking Tour Eastport Walking Tour Heritage Walking Tour Providence Cove Walking Tour Naval Academy Walking Tour Lindamoor On The Severn Walking Tour Dellwood Walking Tour Bestgate Terrace Walking Tour Forest Villa Walking Tour Weems Creek Walking Tour Harness Woods Walking Tour Dulls Corner Walking Tour Browns Woods Walking Tour Loretta Heights Walking Tour Bancroft Walking Tour Market Quay Walking Tour Hunt Meadows Walking Tour Wardour Walking Tour Eatons Landing Walking Tour Severn Forest Walking Tour Hickory Hills Walking Tour Lands End Walking Tour Bay Ridge Junction Walking Tour Indian Hills Walking Tour Greenbriar Walking Tour Pendennis Mount Walking Tour Parole Walking Tour Dreams Landing Walking Tour Pines On Severn Walking Tour The Meadows Walking Tour Martins Cove Farm Walking Tour Captains Choice Walking Tour Dorsey Heights Walking Tour Watergate Village Walking Tour Ferry Farms Walking Tour Bywater Estates Walking Tour Harkness Creek Park Walking Tour Bay View Heights Walking Tour Riverview Manor Walking Tour Robinwood Walking Tour Anchorage Walking Tour West Annapolis Walking Tour Colony Hills Walking Tour Providence Historical Walking Tour Mariners Point Walking Tour The Ridings Walking Tour Eastport Terrace Walking Tour Truxton Heights Walking Tour Old Annapolis Neck Walking Tour Wilelinor Estates Walking Tour New Point Walking Tour Town Home Village Walking Tour Severnside Walking Tour Great Meadows Walking Tour Manresa Walking Tour Luce Creek Walking Tour Georgetown East Walking Tour Gentry Walking Tour Primrose Acres Walking Tour Annapolis Walking Tour Wetheridge Estates Walking Tour Baytowne Village Walking Tour Homewood Walking Tour

Scavenger Hunt

Primrose Acres Scavenger Hunt Wilelinor Estates Scavenger Hunt Bancroft Scavenger Hunt Heritage Scavenger Hunt Naval Academy Scavenger Hunt Admiral Heights Scavenger Hunt Bay View Heights Scavenger Hunt Rundelac Farm Scavenger Hunt Harkness Creek Park Scavenger Hunt Threemile Oak Corner Scavenger Hunt Parole Scavenger Hunt Round View Scavenger Hunt Bembe Beach Scavenger Hunt Severn Forest Scavenger Hunt Ferry Farms Scavenger Hunt The Ridings Scavenger Hunt Captains Choice Scavenger Hunt Hunt Meadows Scavenger Hunt Browns Woods Scavenger Hunt Loretta Heights Scavenger Hunt Providence Cove Scavenger Hunt Tyler Heights Scavenger Hunt Beechwood On The Burley Scavenger Hunt Mariners Cove Scavenger Hunt Anchorage Scavenger Hunt Pendennis Mount Scavenger Hunt Annapolis Scavenger Hunt Homewood Scavenger Hunt New Point Scavenger Hunt Winchester Scavenger Hunt Hillsmere Shores Scavenger Hunt Market Quay Scavenger Hunt Severnside Scavenger Hunt Manresa Scavenger Hunt Weems Creek Scavenger Hunt Browns Woods Villa Scavenger Hunt Harness Woods Scavenger Hunt Knightsbridge Scavenger Hunt Eastport Scavenger Hunt Annapolis Overlook Scavenger Hunt Old Annapolis Neck Scavenger Hunt Timber Creek Scavenger Hunt Bay Ridge Junction Scavenger Hunt Dreams Landing Scavenger Hunt Painters Hill Scavenger Hunt Annapolis Roads Scavenger Hunt The Courtyards Scavenger Hunt Eastport Terrace Scavenger Hunt Cedarwood Cove Scavenger Hunt Martins Cove Farm Scavenger Hunt Dulls Corner Scavenger Hunt Captains Walk Scavenger Hunt Elktonia Scavenger Hunt Bloomsbury Square Scavenger Hunt Bywater Estates Scavenger Hunt Greenbriar Gardens Scavenger Hunt Severn Grove Scavenger Hunt West Woods Scavenger Hunt Lands End Scavenger Hunt Colony Hills Scavenger Hunt Luce Creek Scavenger Hunt Truxton Heights Scavenger Hunt Baytowne Village Scavenger Hunt Lindamoor On The Severn Scavenger Hunt Lincoln Heights Scavenger Hunt Eatons Landing Scavenger Hunt Colonial Manor Estates Scavenger Hunt Sturbridge Scavenger Hunt Winchester On The Severn Scavenger Hunt Wardour Scavenger Hunt Georgetown East Scavenger Hunt Great Meadows Scavenger Hunt Wilshire Scavenger Hunt Dorsey Heights Scavenger Hunt Providence Historical Scavenger Hunt Dellwood Scavenger Hunt Greenbriar Scavenger Hunt Romar Estates Scavenger Hunt Westwinds Scavenger Hunt Mariners Point Scavenger Hunt Gentry Scavenger Hunt Pines On Severn Scavenger Hunt Riverview Manor Scavenger Hunt Brice Manor Scavenger Hunt Forest Villa Scavenger Hunt Keys Farm Scavenger Hunt Robinwood Scavenger Hunt Wardour Bluffs Scavenger Hunt Victor Haven Scavenger Hunt Wetheridge Estates Scavenger Hunt Bestgate Terrace Scavenger Hunt Watergate Village Scavenger Hunt The Village Scavenger Hunt Hidden Point Scavenger Hunt West Annapolis Scavenger Hunt Indian Hills Scavenger Hunt Hickory Hills Scavenger Hunt Forest Meadows Scavenger Hunt The Meadows Scavenger Hunt Town Home Village Scavenger Hunt

Amazing Race

Hillsmere Shores Amazing Race Dulls Corner Amazing Race Gentry Amazing Race Indian Hills Amazing Race The Courtyards Amazing Race Weems Creek Amazing Race Severnside Amazing Race Pendennis Mount Amazing Race Greenbriar Amazing Race Lands End Amazing Race Wilelinor Estates Amazing Race Cedarwood Cove Amazing Race Providence Historical Amazing Race Westwinds Amazing Race Keys Farm Amazing Race Mariners Point Amazing Race Forest Villa Amazing Race Bancroft Amazing Race Pines On Severn Amazing Race Bay View Heights Amazing Race Homewood Amazing Race Great Meadows Amazing Race Anchorage Amazing Race Colonial Manor Estates Amazing Race Town Home Village Amazing Race Lincoln Heights Amazing Race Primrose Acres Amazing Race Bywater Estates Amazing Race Old Annapolis Neck Amazing Race Brice Manor Amazing Race Lindamoor On The Severn Amazing Race Wardour Bluffs Amazing Race Harkness Creek Park Amazing Race Parole Amazing Race Bay Ridge Junction Amazing Race Elktonia Amazing Race Eastport Amazing Race Browns Woods Villa Amazing Race Bembe Beach Amazing Race Winchester On The Severn Amazing Race Bloomsbury Square Amazing Race Rundelac Farm Amazing Race Eastport Terrace Amazing Race Wetheridge Estates Amazing Race Heritage Amazing Race Robinwood Amazing Race Hunt Meadows Amazing Race Wilshire Amazing Race Victor Haven Amazing Race Dorsey Heights Amazing Race Naval Academy Amazing Race Loretta Heights Amazing Race West Annapolis Amazing Race Harness Woods Amazing Race West Woods Amazing Race Threemile Oak Corner Amazing Race The Ridings Amazing Race Greenbriar Gardens Amazing Race Winchester Amazing Race Georgetown East Amazing Race Tyler Heights Amazing Race Mariners Cove Amazing Race Colony Hills Amazing Race Captains Walk Amazing Race Annapolis Amazing Race New Point Amazing Race Dellwood Amazing Race Martins Cove Farm Amazing Race Knightsbridge Amazing Race Market Quay Amazing Race The Village Amazing Race Round View Amazing Race Ferry Farms Amazing Race Eatons Landing Amazing Race Annapolis Overlook Amazing Race Romar Estates Amazing Race Riverview Manor Amazing Race Captains Choice Amazing Race Bestgate Terrace Amazing Race Beechwood On The Burley Amazing Race Hidden Point Amazing Race Forest Meadows Amazing Race Admiral Heights Amazing Race Baytowne Village Amazing Race Truxton Heights Amazing Race Severn Grove Amazing Race Painters Hill Amazing Race Annapolis Roads Amazing Race Luce Creek Amazing Race Sturbridge Amazing Race Severn Forest Amazing Race Wardour Amazing Race Browns Woods Amazing Race Providence Cove Amazing Race Hickory Hills Amazing Race Dreams Landing Amazing Race Watergate Village Amazing Race Timber Creek Amazing Race The Meadows Amazing Race Manresa Amazing Race

Escape Room

Forest Villa Escape Room Martins Cove Farm Escape Room Beechwood On The Burley Escape Room Annapolis Escape Room Forest Meadows Escape Room Rundelac Farm Escape Room Severnside Escape Room Round View Escape Room Wardour Bluffs Escape Room Wilelinor Estates Escape Room Browns Woods Escape Room Greenbriar Escape Room Primrose Acres Escape Room Dulls Corner Escape Room Colonial Manor Estates Escape Room Lincoln Heights Escape Room Bembe Beach Escape Room Romar Estates Escape Room Pendennis Mount Escape Room Market Quay Escape Room Wardour Escape Room Browns Woods Villa Escape Room Dreams Landing Escape Room Sturbridge Escape Room Bay View Heights Escape Room Tyler Heights Escape Room Indian Hills Escape Room Captains Walk Escape Room Harness Woods Escape Room Severn Forest Escape Room Weems Creek Escape Room Eastport Escape Room Annapolis Overlook Escape Room Hunt Meadows Escape Room West Woods Escape Room Watergate Village Escape Room New Point Escape Room West Annapolis Escape Room Providence Cove Escape Room Bestgate Terrace Escape Room The Meadows Escape Room Painters Hill Escape Room Wilshire Escape Room Riverview Manor Escape Room Hickory Hills Escape Room Severn Grove Escape Room Loretta Heights Escape Room Providence Historical Escape Room Robinwood Escape Room Gentry Escape Room Naval Academy Escape Room Bloomsbury Square Escape Room Harkness Creek Park Escape Room The Village Escape Room Georgetown East Escape Room Baytowne Village Escape Room Winchester Escape Room Town Home Village Escape Room Winchester On The Severn Escape Room Hillsmere Shores Escape Room Captains Choice Escape Room Cedarwood Cove Escape Room The Courtyards Escape Room Knightsbridge Escape Room Timber Creek Escape Room Threemile Oak Corner Escape Room Mariners Cove Escape Room Ferry Farms Escape Room Elktonia Escape Room Admiral Heights Escape Room Brice Manor Escape Room Hidden Point Escape Room Great Meadows Escape Room Eastport Terrace Escape Room Bywater Estates Escape Room Lands End Escape Room Anchorage Escape Room Victor Haven Escape Room Dellwood Escape Room Dorsey Heights Escape Room Pines On Severn Escape Room Truxton Heights Escape Room Annapolis Roads Escape Room Old Annapolis Neck Escape Room Greenbriar Gardens Escape Room Homewood Escape Room Heritage Escape Room Mariners Point Escape Room Keys Farm Escape Room Wetheridge Estates Escape Room Colony Hills Escape Room Luce Creek Escape Room Manresa Escape Room Bay Ridge Junction Escape Room Bancroft Escape Room The Ridings Escape Room Eatons Landing Escape Room Lindamoor On The Severn Escape Room Westwinds Escape Room Parole Escape Room

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